Teaching my Brother (new draft)

Teaching My Brother

(knock at the door)

Hey little brother, are you in there?  Oh hey.  I thought I heard you come home.  I’ve been waiting up for you all night.  I almost fell asleep when I heard someone coming up the stairs.  No its okay, I wanted to wait up.  I wanted to ask you about your date.  I know you’ve been wanting to go out with Katie from next door for a long time.  She’s always been a cute girl.  I remember when we were kids and you two spent hours playing house together in her backyard.  I was always so jealous of her back then.  I wanted you to play house with me.  But I knew how much you liked her.  I also knew that eventually you would ask her out on a real date.  Ever since she started to grow those big breasts I knew it was just a matter of time before you would try to make a move.  You love big breasts.  Its so obvious the way you’ve been trying to look at mine over the past few years.  Don’t deny it.  I’ve seen you trying to catch peek at me coming out of the bathroom after I shower.  And don’t think I didn’t notice all those times you tried to look down the front of my shirt.  Why do you think I always wear these low cut shirts around the house?  You don’t have to apologize.  Really, its okay.  I’m kind of flattered that you think I’m pretty.  But Katie next door is really pretty too isn’t she?  Yeah, she’s been the only thing on your mind lately, I can tell.  So tell me about your date.  Did you get a chance to fool around with her?

(pause while he says no)

You didn’t.  Why not?  I thought she really liked you. I thought she would have at least let you feel her up.

(pause while he answers that he didn’t even kiss her)

You didn’t even kiss her?  Not even a kiss goodnight?

(pause while he answers that he’s never kissed a girl before and didn’t know he was supposed to)

Awww, little brother.  I didn’t know you haven’t ever kissed a girl before.  But that’s probably why you didn’t get anywhere with Katie.  You should have at least tried to kiss her goodnight.

(pause while he says that he would have been too scared to kiss her anyway)

Awww.  You were too scared to try?  That’s so cute. I know it can be scary the first time, but a big part of growing up is learning to get over your fears.  Girls like to be kissed after dates, and if you want Katie to be your girlfriend you’re going to have to kiss her.

(pause while he says that he doesn’t know how to kiss)
You don’t know how to kiss?  Its really not that difficult.  You just have to be gentle with her, at least for the first kiss.  After that you can kiss her with more passion.

Maybe it would be a good idea if I showed you how to do it.  I think you might have a little more confidence when you kiss her if you’ve already had a chance to practice with someone else first.

(pause while he asks if she is being serious)

Yes I’m serious.  I don’t mind helping you out little brother.  I love you so much, and I’d do anything for you.  You know that.  I know its a little weird, kissing your own big sister, but we don’t have to tell anyone about it.  It will be our little secret.  Besides, I’m a really good kisser, and I can teach you all of my special techniques.  Now scoot over a little bit in bed so I can sit beside you.  First I’m going to kiss you the way a guy should kiss a girl for the first time.  Pay attention to what I do because you are going to do it to me the second time.  Are you ready?  Good.  I’m going to just lean in to you slowly and place my lips on yours.
(short soft kiss)
Did you notice how I kept my lips relaxed?  I wanted you to get a feel for how soft and warm my mouth is.  The first kiss should always be tender and sweet.  Let me show you again.
(short soft kiss)
Mmmm.  That was nice wasn’t it?  Now I want you to do it to me.  Move a little more slowly when you lean in.  You don’t want to seem too eager.  That’s better.  Now close your eyes and press your lips against mine
(she lightly moans in pleasure as he kisses her softly)  Mmmmm.  That was very good little brother.  You made me feel warm and tingly. (giggles)

I want you to kiss me again, but this time you need to keep your lips parted a little bit, and you can kiss me a little longer than before.  And remember to keep your lips relaxed.

(they kiss for a while longer this time)

Oh little brother, that felt so nice.  Your lips feel wonderful pressed against mine.  Its like you’ve been doing this for years.  You must be a natural great kisser.  Do you want to keep going?
Okay, I’m going to kiss you again, but this time I’m going to slide my tongue into your mouth.  I want you to massage my tongue with yours.   But be gentle. Don’t just shove it in.  Imagine that I’m trying to make love to your mouth with my tongue, and you want to do the same back to me.  I’m going to press my lips gently against yours again, and then you will feel my warm wet tongue glide smoothly into your mouth.
(they french kiss for several moments)
Mmmmm.  Did you feel how much more passionate the kiss was that time?  When we kiss with our tongues like that its called french kissing or making out.  You should wrap your arms around me like this when we make out.  Go ahead.  It will feel a lot better if our bodies are pressed together.  I like this because I can feel by big breasts pressed against your body.  It feels so good to be close to you.  This time I want you to let your tongue get intertwined with mine.  But remember to keep it gentle and sweet.
(she quietly moans in pleasure throughout the long deep kiss)

Mmmm.  Little brother you are such a good kisser.  If I had known you were this good I would have started your kissing lessons a long time ago.  (giggles)  Do you think I’ve taught you enough for now or do you want to keep going?  Good, I’m starting to get turned on and I don’t want to go to bed yet.  Here, give me your hands.  I’m going to hold your palms up against my tits and I want you to squeeze them.  Be gentle with them.  You can caress them over my nightie, but don’t squeeze them too hard.
That feels so good.  Do my big tits feel nice in your hands?  They’re so full and heavy.  I love having them touched this way.  Mmmm.  You do have a tender touch.  I can feel my nipples getting hard.  Keep kissing me little brother.
(More passionate kissing)
Mmmm.  I love feeling your tongue in my mouth while your hands are playing with my tits.  I think I’m getting turned on.  If you are this good with Katie, you will have no trouble making her your girlfriend.  But for now I want you to forget about her and just focus on me.  There is so much more I have to teach you before you go after Katie again.
(they continue to kiss).

Its getting so hot in here. I think its time to give you a better view of my breasts.  I’m going to let the straps of my nightie fall off my shoulders.  You’ve been wanting to see my tits for long time haven’t you little brother?   Well, I’m glad I finally get to show them to you. Why don’t you pull my nightie down the rest of the way.  There you go.  Aren’t they beautiful?  Perfect triple D’s.  They’re big and firm and round with perfect pink nipples.  Touch them again.  That feels so good.  I love feeling of your hands on my bare skin.

What are you doing?  Oh, do  you want to taste them?   That’s so cute.  Go ahead.  Run your tongue in a circle around my nipple.  Mmmm that feels so fucking good.  Now suck the nipple into your mouth and keep your hand the other one.  That’s right.  Suck it slowly and gently and keep moving your tongue against my nipple.  Make love to my tits with your tongue just like you did when you were kissing me.   Oh my fucking god that is so hot.  Mmmm keep doing it just like that.  You are such a good boy.  I’m so proud of you.
(she moans lightly while he plays with her tits)

You’re making me so horny little brother.  Are you getting turned on too?  I thought so..  That bulge between your legs has been growing since I sat down on your bed.
I’m going to place my hand here on your knee, and slowly let it slide up the inside of your legs.  Do you want me to stop here with my fingers so close to your cock?  Or do you want me to keep going?  Its okay if you want me to touch it.  Just because I’m your sister doesn’t mean its wrong for you to want me to touch you.  And I really want to touch you little brother.   I mean, it's only fair.  You got to touch my tits.  Shouldn’t I be allowed to touch your cock?  Awwww, don’t be so shy.  Just let me do it okay.  I promise you wont regret it.  That's a good boy.

Oh my!  Did my fingers on your cock startle you?.  Hmm.  I was afraid that would happen.  I guess no one has never touched it before.  And with you being so horny my soft touch just made you jump.  You can't do that if Katie or some other girl tries to touch it.  You need to be calm and cool when that happens.  Otherwise they’ll just think you’re some kind of a loser. I think we need to fix this little problem right now.  Maybe I should caress it for you, just for a few moments, so you’ll get used to how it feels and you won’t seem so awkward the next time a girl holds it.  Here, let me just pull these sheets down and….
(he pulls the sheets a little higher)

...awe...don’t be shy, I’m your sister.  I’m not going to hurt you.  And you have nothing to be embarrassed about. I love you so much, and I would never say anything mean, no matter how small you think it is.  Just relax okay.  Let me pull the sheets down.  That’s right.  Let go of the sheets and let me see.
Awe, there it is.  You have a nice little penis little brother.  Its so cute and sweet.  Katie is in for a real treat when you finally show it to her.  Its just adorable.  Now, try to relax and don’t be nervous.  I’m going to touch it again.  I’m just going to lightly pinch the head between my thumb and forefinger.  Oh that’s a good boy.  You barely even twitched when I touched it this time. I’ll hold it like this for a few moments so you can calm down.  You know, you really do have a nice penis.  Its not too big and not too small, and you’ve already got it so nice and hard for me.  Does it feel nice when I squeeze the tip like this?  Mmmm, I thought so.  I’m going to wrap my whole hand around it now.  How does that feel?  Nice huh?  It feels so good in my hand.  Its so firm and I can feel it throbbing a little too.  Katie is going to love playing with you so much.  And I’ve got to say that the look on your face is so cute right now.  You must be so nervous and horny having your penis touched for the first time.  Why don’t you lie back on the pillows so you can relax better.  I want you to enjoy this moment between us.  Its just you and me here alone in your bed.  Your beautiful big sister gently holding your penis while you stare at my beautiful big tits.  I hope you remember this special moment for a long time brother.  I know that I will.  Here, let me lay down next to you and so we can kiss again.
(another deep wet kiss)
Do you like the way my soft fingers feel wrapped around you little brother?
(kissing)
And when I squeeze you a little harder like this.
(kissing)
...how does that feel?
(they kiss passionately for a few moments)
Mmmmm.  I really love kissing you little brother, and I think you do too.  I can feel your penis throbbing even harder.  I’m going to kiss you again and I want you to push your tongue even deeper into my mouth.  I want to try something that I think you will like.  I’m going to suck on your tongue.  And I’m going to stroke your dick very slowly.
(they kiss for several moments)
Mmm, that feels really nice doesn’t it?  Do you like how my soft hand glides smoothly up and down your penis?  Does this feel better than when you do it yourself?  I like stroking your cock.   It makes me feel good knowing that I’m giving you so much pleasure.  And its making me really horny too.  Being here with you just feels so right.  I love you little brother.
(kissing)
Mmmmm.  You must be so turned on right now.  You keep flexing your penis and I can feel how much you love my gentle touch.  You are throbbing so hard.  Aww.  You poor boy.  Look at your cock.  Its starting to turn red.  Does it ache when you get this hard?  Is my sweet stroking hand causing you pain?   Hmm. Maybe I should take my hand off of it for a moment to let you calm down a little.  Ooh, and your balls look like they’re aching too.  Let me touch them and see.  Yep, I thought they’d be swollen.  They must be so full of cum that they’re ready to burst.  Do you want me to soothe them for you brother?  Then just close your eyes and let me see what I can do.  I think I need to massage your balls, but I’m afraid that my hand will put too much pressure on them.  They are so sensitive and I don’t want to cause you any pain.  I need to massage them with something more gentle.  Maybe I can use my tongue.  Tell me if feels good when I lick them.
(licking sounds)
Did that feel okay?  It wasn’t too intense?  Good.  I’m going to try sucking on them too.  My mouth is warm and wet and if I’m gentle it should feel good.
(gentle sucking sounds and she moans gently too)
Did that feel nice?  I thought it would.  I’m going to play with your balls for a few moments.  As I lick and suck them you should get some relief to that ache you’re feeling.

(she plays with his balls, using her tongue and mouth)

Does that feel better?   Good.  But it looks like your penis is even stiffer than it was before.  And there is precum oozing from the tip.  All that pleasure I was giving to your balls has made you even hornier.  I think it would be best if I helped you finally get rid of your erection.  If I don’t do something about it now you might not be able to fall asleep tonight.  Is that okay with you little brother?  Do you want me to make your erection go away so you can relax?  And you understand that the only way I can make your erection go away is if I make you cum?  Are you sure you want that?  Because I really want to make you cum.  I want to make you feel so good.  But mostly, I want you to feel just how much I love you.  Let me show you little brother.  I promise that you are never going to forget this night.
First, I’m going to place my tongue at the base of your penis and lick slowly all the way up to the tip.
(long licking sound)
And now, I’ll swirl my tongue around the tip in circles.
(licking sounds)
Mmmmm, I can taste your precum.  Does this feel good?
(licking sounds)
Does it look sexy seeing your big sister run her sweet little tongue all over your dick?

(licking sounds)
It feels so sexy to tease you like this.  But now I want to do something that will feel even better.  First, I’m going to softly kiss the very tip of your penis.
(Kiss)
Next I’m going to part my lips and slowly let your dick slide into my warm loving mouth.
(she begins to suck his him slowly for a few moments)
I’m going to give you a very sweet and gentle blowjob.
(sucking sounds)
Its going to feel absolutely wonderful when I make you cum.
(sucking sounds)
I’m going to suck you like only a loving sister can.
(sucking sounds)
I love you little brother.
(sucking sounds)
I want to make you cum so fucking bad

(sucking sounds for several moments)

Are you enjoying this little brother?
(sucking sounds)
Does it feel good when your loving big sister sucks you?
(sucking sounds)
I can feel your balls getting full again.
(sucking sounds)
Are you going to cum soon?
(sucking sounds)
When you feel like you are going to cum, I want you to tell me.

(sucking sounds for several moments)

Mmmmm.  What did you say Little brother?
(sucking sounds)
Are you getting ready to cum?
(sucking sounds)
You’re almost there?
(sucking sounds)
That’s a good boy.
(sucking sounds)
I want you to cum for me.
(sucking sounds)
Does my loving mouth feel good on your penis?
(sucking sounds)
My sweet lips gripping you tightly
(sucking sounds)
And my tongue massaging the tip
(sucking sounds)
Oh little brother, your cock is throbbing in my mouth
(sucking sounds)
Are you going to cum now?
(sucking sounds)
Will you be a good boy and cum for me?
(sucking sounds)
Wont you cum for your sister.
(sucking sounds)
Your sister who loves you
(sucking sounds)
I want you to cum for me.
(sucking sounds)
Give your big sister all of that sweet cum?
(sucking sounds)
Get ready to cum in your big sister’s mouth.
(sucking sounds)
That’s right baby, Cum for me.
(sucking sounds)
Cum for me
(sucking sounds)
Cum in my mouth and let me taste your hot cum,
(sucking sounds)
I want it so badly
(sucking sounds)
I love you little brother.
(sucking sounds)
Show me you love me and cum in my mouth.
(she sucks him and moans pleasurably while he cums in her mouth, after she reaches her peak she slows down and the moans grow quieter.)

Mmmm.  Your cum tastes so good.
(sucking and licking)
I hope you enjoyed that as much as I did little brother.  You are such a good boy.  I know Katie is going to love kissing you and playing with your cock.  But I think we should practice this a lot more before she does.  There is so much more I need to teach you.  And for now, I want you all to myself.  I love you so much.  You are so sweet and so easy to be with.  I’ve never been intimate with someone I adore as much as you.  I love you little brother.
(she gives him a long french kiss)
If you want, I can sleep in here with you tonight.  Morning is a long way off and I just want to hold you in my arms.  Besides, you might get hard again during the night and I want to be here to take care of you.  So snuggle up against me, and kiss me goodnight.
(a final deep kiss)
Good night little brother.  Sweet dreams.